Hydrochloric Acid → 1,4,5,6,7,8-Hexahydro-7-[3-(4-methoxyphenoxy)-2-hydroxypropyl]-2-methyl-5-oxo-4-(pentafluorophenyl)-1,7-naphthyridine-3-carboxylic acid methyl ester

Participants

Reaction Steps

1,4,5,6,7,8-Hexahydro-2-methyl-5-oxo-4-(2,3,4,5,6-pentafluorophenyl)-1,7-naphthyridine-3-carboxylic acid methyl ester (5.0 g), 2.3 g of 1,2-epoxy-3-(4-methoxyphenoxy)propane and 125 ml of methanol were combined and refluxed for 18 hours. The solution was saturated with hydrogen chloride, then the methanol was evaporated in vacuo. The residue was crystallized from ethyl acetate. Recrystallization from acetonitrile afforded 4 g of the title compound as the hydrochloride, salt, m.p. 222° C. dec.

Provenance & Evidence